Acetic Acid → HCID 178437441, compound

Participants

Reaction Steps

To 5-(ethoxycarbonyl)-2-ethyl-7-methyl-3-(2'-(tetrazol-5-yl)biphen-4-yl)methyl-3H-imidazo[4,5-b]pyridine (30 mg) in THF (1mL) at RT was added 0.25 mL of morpholine and NaH (20 mg of an 80% dispersion). After stirring for 16 hours, 1% aqueous HOAc (2 mL) was added. Extractive workup (EtOAc), and purification (SiO2, 75/25/1 CH2Cl2 /MeOH/NH4OH) gave 10 mg of a solid. 1H NMR (300 MHz, CD3OD) δ7.62-7.52 (m, 2H), 7.50-7.42 (m, 2H), 7.40 (s, 1H), 7.06 (s, 4H), 5.52 (s, 2H), 3.82-3.72 (m, 4H), 3.58-3.46 (m, 4H), 2.94 (q, 2H, J=7.5 Hz), 2.69 (s, 3H), 1.30 (t, 3H, J=7.5 Hz)

Provenance & Evidence